4-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-5-chloro-3(2H)-pyridazinone | 164731-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-5-chloro-3(2H)-pyridazinone
• 英文别名: 4-chloro-5-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]-1H-pyridazin-6-one
• CAS: 164731-86-6
• 化学式: C₁₇H₂₁ClN₄O₃
• 分子量: 364.832
• InChiKey: QPBDPXGDIWMULO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-5-chloro-3(2H)-pyridazinone 在 palladium on activated charcoal 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 4-{4-[2-(2-Methoxy-phenoxy)-ethyl]-piperazin-1-yl}-2H-pyridazin-3-one
  参考文献：
  名称：

  Comparative molecular field analysis of some pyridazinone-containing α1-Antagonists

  摘要：

  Diverse series of piperazines linked at N1 to 4, 5, or 6 positions of 3-(2H)-pyridazinone ring and at N4, by a suitable alkyl spacer, to some classical alpha(1)-adrenoceptor pharmacophore moieties, were tested in vitro for their alpha(1)-adrenoceptor antagonist activity. The modeling of their biological activity (pK(b)) by comparative molecular held analysis led to the development of a statistically significant partial least squares (PLS) model able to detect at 3-D level the main physicochemical interactions responsible for alpha(1)-adrenoceptor antagonist activity. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00211-4
• 作为产物：
  描述：

  4,5-二氯-3-羟基哒嗪 、 1-[2-(2-甲氧基苯氧基)乙基]哌嗪 在 potassium hydrogencarbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.0h， 以35%的产率得到4-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-5-chloro-3(2H)-pyridazinone
  参考文献：
  名称：

  Novel and highly selective postsynaptic α-adrenoreceptor antagonists: synthesis and structure-activity relationships of alkane-bridged [4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones

  摘要：

  The synthesis of selected 4-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones and alkane-bridged dimers of 4-, 5- and 6-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones is reported, The blocking activity of these compounds was determined on the pre- and postsynaptic a-adrenoreceptors of isolated rat vas deferens.

  DOI：

  10.1016/0223-5234(96)88211-0

文献信息

• Novel and highly selective postsynaptic α-adrenoreceptor antagonists: synthesis and structure-activity relationships of alkane-bridged [4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones
  作者：S Corsano、R Scapicchi、G Strappaghetti、G Marucci、F Paparelli

  DOI：10.1016/0223-5234(96)88211-0

  日期：1995.1

  The synthesis of selected 4-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones and alkane-bridged dimers of 4-, 5- and 6-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones is reported, The blocking activity of these compounds was determined on the pre- and postsynaptic a-adrenoreceptors of isolated rat vas deferens.
• Comparative molecular field analysis of some pyridazinone-containing α1-Antagonists
  作者：N. Cinone、A. Carrieri、G. Strappaghetti、S. Corsano、R. Barbaro、A. Carotti

  DOI：10.1016/s0968-0896(99)00211-4

  日期：1999.11

  Diverse series of piperazines linked at N1 to 4, 5, or 6 positions of 3-(2H)-pyridazinone ring and at N4, by a suitable alkyl spacer, to some classical alpha(1)-adrenoceptor pharmacophore moieties, were tested in vitro for their alpha(1)-adrenoceptor antagonist activity. The modeling of their biological activity (pK(b)) by comparative molecular held analysis led to the development of a statistically significant partial least squares (PLS) model able to detect at 3-D level the main physicochemical interactions responsible for alpha(1)-adrenoceptor antagonist activity. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.